Cheap Flights From O'Hare Intl. (ORD) To Portland Intl. (PDX)

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Cheapest Flights from Chicago (ORD) to Portland (PDX)

The cheapest flights to Portland Intl. found within the past 7 days were CA $265 round trip and CA $136 one way. Prices and availability subject to change. Additional terms may apply.

Sat, Dec 13 - Thu, Jan 1
ORD
Chicago
PDX
Portland
CA $265 Roundtrip, found 2 days ago
CA $265
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Dec 13 from Chicago to Portland, returning Thu, Jan 1, priced at CA $265 found 2 days ago
Sat, Oct 25 - Fri, Oct 31
ORD
Chicago
PDX
Portland
CA $270 Roundtrip, found 2 days ago
CA $270
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Sat, Oct 25 from Chicago to Portland, returning Fri, Oct 31, priced at CA $270 found 2 days ago
Sat, Oct 4 - Wed, Oct 15
ORD
Chicago
PDX
Portland
CA $277 Roundtrip, found 2 days ago
CA $277
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Oct 4 from Chicago to Portland, returning Wed, Oct 15, priced at CA $277 found 2 days ago
Thu, Oct 23 - Fri, Oct 31
ORD
Chicago
PDX
Portland
CA $283 Roundtrip, found 2 days ago
CA $283
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Thu, Oct 23 from Chicago to Portland, returning Fri, Oct 31, priced at CA $283 found 2 days ago
Wed, Oct 15 - Sat, Nov 1
ORD
Chicago
PDX
Portland
CA $285 Roundtrip, found 2 days ago
CA $285
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Wed, Oct 15 from Chicago to Portland, returning Sat, Nov 1, priced at CA $285 found 2 days ago
Mon, Nov 24 - Tue, Dec 9
ORD
Chicago
PDX
Portland
CA $289 Roundtrip, found 2 days ago
CA $289
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Mon, Nov 24 from Chicago to Portland, returning Tue, Dec 9, priced at CA $289 found 2 days ago
Sat, Oct 4 - Tue, Oct 7
ORD
Chicago
PDX
Portland
CA $290 Roundtrip, found 2 days ago
CA $290
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Oct 4 from Chicago to Portland, returning Tue, Oct 7, priced at CA $290 found 2 days ago
Wed, Oct 1 - Mon, Oct 6
ORD
Chicago
PDX
Portland
CA $291 Roundtrip, found 2 days ago
CA $291
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 1 from Chicago to Portland, returning Mon, Oct 6, priced at CA $291 found 2 days ago
Tue, Nov 11 - Mon, Nov 24
ORD
Chicago
PDX
Portland
CA $292 Roundtrip, found 2 days ago
CA $292
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 11 from Chicago to Portland, returning Mon, Nov 24, priced at CA $292 found 2 days ago
Sat, Oct 25 - Fri, Oct 31
ORD
Chicago
PDX
Portland
CA $294 Roundtrip, found 2 days ago
CA $294
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Oct 25 from Chicago to Portland, returning Fri, Oct 31, priced at CA $294 found 2 days ago

Frequently asked questions

Are there direct flights from ORD to PDX?
United Airlines and American Airlines are among the airlines that have direct flights from ORD to PDX. If you want to get to your destination without a stopover, be sure to check out their fares.
What airlines fly from O'Hare Intl. Airport (ORD) to PDX?
If you need to get to Portland from Chicago, you'll find a few airlines that have direct flights. One of the most reputable carriers is United Airlines (UA), which operates 152 flights on this route each month. An alternative is American Airlines (AA), which has 52 flights each month. The more airlines you weigh up, the more likely you are to pick up a wonderful deal.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago (ORD) today with the cheap prices from Travelocity!

Popular Flight Routes from Portland (PDX)

Travelers at PDX love to visit these top cities. Roam to the top destinations from Portland(PDX) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.